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Cyclization and N-Iodosuccinimide-Induced Electrophilic Iodocyclization of 3-Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3-Iodo-1,2-dihydropyridines
Xin, Xiaoyi; Wang, Dongping; Wu, Fan; Li, Xincheng; Wan, Boshun
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2013-04-19
DOI10.1021/jo400387b
Volume78Issue:8Pages:4065-4074
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordSTEREOSELECTIVE-SYNTHESIS ; CLAISEN REARRANGEMENT ; MOLECULAR-IODINE ; DIHYDROPYRIDINES ; DERIVATIVES ; 1,4-DIHYDROPYRIDINES ; HETEROCYCLES ; CHEMISTRY ; PYRROLES ; ACCESS
AbstractMetal-free cyclization and N-iodosuccinimide-induced electrophilic iodocyclization of readily available 3-aza-1,5-enynes have been developed. The reactions selectively give 1,2-dihydropyridines and 3-iodo-1,2-dihydropyridines involving an aza-Claisen rearrangement and a 6p-electrocyclization step. Furthermore, the reaction could be carried out in 10 g scale for the synthesis of 1,2-dihydropyridines.
Language英语
WOS IDWOS:000319708300009
Citation statistics
Cited Times:37[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/137801
Collection中国科学院大连化学物理研究所
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Xin, Xiaoyi,Wang, Dongping,Wu, Fan,et al. Cyclization and N-Iodosuccinimide-Induced Electrophilic Iodocyclization of 3-Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3-Iodo-1,2-dihydropyridines[J]. JOURNAL OF ORGANIC CHEMISTRY,2013,78(8):4065-4074.
APA Xin, Xiaoyi,Wang, Dongping,Wu, Fan,Li, Xincheng,&Wan, Boshun.(2013).Cyclization and N-Iodosuccinimide-Induced Electrophilic Iodocyclization of 3-Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3-Iodo-1,2-dihydropyridines.JOURNAL OF ORGANIC CHEMISTRY,78(8),4065-4074.
MLA Xin, Xiaoyi,et al."Cyclization and N-Iodosuccinimide-Induced Electrophilic Iodocyclization of 3-Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3-Iodo-1,2-dihydropyridines".JOURNAL OF ORGANIC CHEMISTRY 78.8(2013):4065-4074.
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